Weaver On-Chain: Crypto Tax Reporting

Shehan Chandrasekera, Head of Tax Strategy at CoinTracker, is a subject matter expert in cryptocurrency taxation. Like many who first experience crypto, Chandrasekera saw the potential of cryptoassets, but realized transacting and investing in these assets presented an enormous administrative burden. With few professionals and CPAs skilled in the industry, Shehan set out to build a solution.

“CoinTracker is a software that connects with your wallets and exchanges and automatically reconciles your capital gains and capital losses,” Shehan said. “Especially if you have multiple wallets and exchanges, it’s really hard for you to reconcile those numbers manually, and we do that automatically. You can download the tax report and share those tax reports with your accountant or file using software like TurboTax or any other tax software.”

With U.S. tax laws, tracking cryptocurrency transactions isn’t as easy as with other forms of assets, and there are no reporting requirements from service providers or cryptocurrency exchanges. Finding a solution to help maintain them and provide visibility to the taxpayer is critical. “People can get into a lot of trouble if they don’t know about the tax implications related to cryptocurrency.”

In typical stock trading, at the end of the year, people download a 1099-B form which provides a complete summary of information related to the stock purchases and sales, losses, and gains made during the year. “In the crypto space, that doesn’t happen,” says Shehan. “The typical crypto user has three-to-five wallets and exchanges. Some of these crypto exchanges don’t have any 1099 reporting obligations. Therefore, you don’t get any tax forms.” It is the individual’s responsibility to reconcile these transactions.

Tim Savage, Senior Manager of Blockchain & Digital Assets at Weaver, and Shehan are hopeful that documentation processes and information provided by exchanges will become more robust soon. Per Tim, “there is talk about a new 1099 form for digital asset transactions. I think this will greatly aid in reducing administrative burden and helping taxpayers report more accurately.”

Follow us on social media for the latest updates in B2B!

Image

Latest

team
When Your Team Becomes the Bottleneck
February 25, 2026

In a candid take on organizational blind spots, Mollie Gaby, Principal at CG Infinity, highlights a hard truth many leaders avoid: sometimes your biggest pain point isn’t your technology or your strategy — it’s your staff. A common red flag is resistance to change. When team members are unwilling to explore new tools, automate…

Read More
asset visibility
Diagnosing Your Capital Asset Health: Why Asset Visibility Is the New Financial Imperative in Healthcare
February 25, 2026

Hospitals and surgery centers own millions of dollars in equipment — but owning assets and having actionable visibility into them are two different things. Most systems maintain inventories, yet many struggle with outdated records, fragmented tracking, and limited insight into useful life or service contracts. With nearly half of U.S. hospitals reporting negative operating…

Read More
CFO
From Public Accounting to CFO: The Leadership Wake-Up Call
February 25, 2026

The CFO seat is being rewritten in real time. Today’s finance leaders are expected to drive growth, lead enterprise-wide systems transformations, and shape AI strategy—while still keeping the close, controls, and capital story airtight. Gartner reports that 59% of finance leaders are already using AI in the finance function, underscoring how rapidly the role is…

Read More
restorative practices
Building Safer Schools Through Restorative Practices
February 24, 2026

School Safety Today podcast, presented by Raptor Technologies. In this episode of Principals of Change, host Dr. Amy Grosso sits down with D’Jon Pitchford, Assistant Principal at Kelly Lane Middle School in Pflugerville ISD, to explore what school safety really means. Pitchford reframes safety as more than physical security—emphasizing trust, restorative practices, campus culture,…

Read More